Page 15 of The Bet


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“Oh god!” she moans, lashes fluttering shut. “Mmm!”

Her pussy is slick and sweet, and I lap at her swollen folds before fusing my mouth to her clit and sucking hard.

“Oooh!” she screams again as fluids flood my throat. “Ah!”

“You taste like honey,” I moan, alternately licking and biting her clit now. “Goddamn.”

But I won’t be able to last long like this. I stand, palm still pressing her pussy through the bunched-up skirt. With my other hand, I undo my own belt, the zipper, the stupidly expensive pants. My cock springs free, already leaking. She stares, then looks away, blushing so hard her ears turn pink.

“Don’t be scared, little girl,” I rasp. “You’ve already had this in you once before.”

Then, I turn her by the shoulders, push her face-first into the shelf. Books rattle and settle. I tear her panties off entirely, exposing her ass—God, it’s perfect. Like a ripe, ivory peach, begging to be penetrated. I spit in my palm and stroke myself, then press the head of my cock to her asshole.

She tenses. I wait.

“You remember how it goes,” I whisper into her hair.

“Yes,” she breathes, and with a shiver, pushes her hips back toward me.

“That’s a good girl,” I breathe. “Relax, baby. You know what to do. Push out like you’re going to the bathroom and my dick will go in easier.”

She tries, but the first inch is pure agony for both of us. She moans, hands gripping the book case as I work my dick in slow, letting her asshole adapt to the stretch. She lets out a low, animal cry. Her hands claw at the books, her face pressed between hardcovers and wood. I drive in, a little deeper, and she squeals—but then relaxes, and I can feel her body opening for me.

“That a girl,” I praise. “You’ve got a horny asshole that craves huge dick, don’t you? You’re doing great.”

She responds and seems to relax a little, so I set a rhythm, not too rough at first, but insistent. My hands on her waist, holding her in place, her bottom bouncing against my thighs. Soon, she’s taking every single inch of my massive shaft in her asshole, her anal ring clinging to my penis as her body shakes with every thrust.

“Unnh,” she moans. “Unnh, unnh.”

“Fuck,” I groan, and the sound is almost a snarl. “Your butt’s so tight, baby. Have you been doing exercises to keep it tight for Daddy?”

She gasps, “Unnnh! No, no, but please, more!” and I give it to her. I reach around, finger her clit, and she clamps down, nearly knocking a row of books off the shelf.

“Ohhhhh!” she screams as a deep anal orgasm overtakes her. Her big breasts shake, her rectum clamping on my shaft as I fuck her through the climax. “Umnnnh!”

I don’t last long. The sight of her, bent over in that uniform, the way she’s so obviously, shamefully into anal sex—it’s too much. When I come, it’s a volcanic surge, deep inside her, and she milks me for every drop, her rectum squeezing my fuckshaft in waves.

“Fuck!” I roar. “Oh shit shit shit, you’re my little cumbucket, fuck yeah!”

I spurt rope after rope of hot jism into her quivering ass, my balls emptying into her sweet flesh. I roar and come again as her asshole quivers around me, our cries twining into a melody for two within the small space.

“Fuck!” I curse one last time as I push deep into her butt. “My little fuckdoll.”

“Yesssss,” she mewls, helpless beneath my thrusts. “Mmm, yes, trash my butt for your pleasure, Daddy!”

We cry and pant some more, a heady ecstasy overtaking us. But after a few minutes, the pleasure subsides a bit, and I stand there, reeling. What the fuck just happened? I lost my vision, my knees are weak, and I’m balls deep in a woman’s back end. Holyshit, this must be Heaven. I pull out, my cock emerging inch by glistening inch from her asshole, and admire the gape. Her anus is stretched out now, the rim red and chafed, and on impulse, I lean down and lick the quivering hole once. She lets out a startled yelp and looks at me over one shoulder.

“Oh my god!”

I lick her asshole again, shooting her a grin.

“If I want you to come with my tongue in your butt, then that’s what you’re going to do. But for right now, I’m just enjoying the view.” Then, with one last kiss to her back buttonhole, I draw back and watch with satisfaction as my cum leaks down her thigh, creamy, thick and glistening in the low lights. Yes, this is Paradise, indeed.

She slides down the bookcase, legs trembling. I kneel, pull her into my lap, and kiss her—slow, this time, almost gentle. My hands never leave her skin.

While I’m still catching my breath, she wriggles around, pulls her phone from her apron, and snaps a picture of me—face and all—before I realize what she’s doing. The flash blinds me for a second, and I see her grinning, sly and triumphant.

“Insurance,” she says, voice shaky but light.